The Secretary

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Once the thoughts and the meetings had ended it was finally my turn to head back into my office and wind down for the day. I got up out of my chair in the board room and made the journey back to my desk. I looked at my phone and it was already 6:34 pm almost time to punch out in another hour or two after I get thru the endless emails. As I made it to the front desk I didn't see Jessica at her post and I could only assume she was in the bathroom or getting dinner. I shrugged off missing the shot at seeing her in the sexiest outfit ever and then went into my cave.

I opened my door to see my chair turned around, not at all how I left it. I closed the door, as I did the person in my chair turned out to be Jessica... wearing nothing but her white lace underwear in my chair. She had one hand on the arm rest and one hand down in her panties, furiously playing with herself. Her eyes connected to mine and she wouldn't let me look away. I felt her pulling me in with them and I was powerless to stop her from taking advantage of me. I was in a trance being pulled in by her as she guided me over to her with just her beautiful blue eyes.

I stood tall before her, with what must've looked like a massive hard-on protruding from my pants and her eyes grew very wide and interested in it, for a split moment. She asked "Are you really that excited to see me Jethro?"

I just couldn't help but smile and giggle as she looked thru me already knowing the answer. I was at her mercy and wanting to just be with her and taking advantage of her right here right now. In that brief moment all I thought about was bending her over my desk and taking her and showing her pleasures that only I could give her.

"Get on your knees, I need these panties off me" she said with seduction dripping from her lips "My pussy needs to be seen and licked...." She let the final words drip out of her as she moaned lightly.

I did as I was instructed and took off her panties, and seeing her beautiful lips all shiny and shimmering in her juices I was only able to do one thing, stare at them like I was in a candy shop with $20 to spend on whatever I wanted. She was very impatient today, as she grabbed the back of my head and pulled me into her thighs and demanded that I get right to work.

She wrapped her legs around my neck and draped them down my back. I felt her heels drag across my back and it sent shivers down my spine as I felt the shiver of pleasure hoping to know what it felt like to be inside her. I took one look at her lips and thought about how wonderful she was going to taste. I outstretched my tongue to meet her lips and parted them slowly, from the bottom of her lips, to her small clit up at top. She tasted absolutely amazing. I couldn't control myself as I went to work and went crazy on her.

She let me know that she really enjoyed the top to bottom, and so I kept it going. I would slowly move from the top down to the bottom, paying special attention to her clit when it would pass by my tongue. Applying small flick to her this pass and then slowly running my wide tongue up it the next time. Her favorite seemed to be when I pressed really hard against it, but took my sweet time to climb up it and let the build of pressure finally let me flick over her clit. She would giggle and jump a bit at that.

I found myself swirling my tongue inside her as deep as I could go as well and she really seemed to enjoy what I was getting at, so instead I used a finger this next time as I slipped up to her clit with my tongue, I held it there for a brief moment while I used a free hand to swirl around the opening to her pussy. I lightly played with her there as I swirled around the entrance to what felt like an amazingly tight pussy. My finger seemed to trip her orgasm trigger as I felt her tighten up and I felt her pussy get even wetter, I could taste the difference and could tell she was getting very close, I grabbed her breast with my free hand and worked her opening with my other.

I started to focus solely on her clit, going up and down, left then right and passing it back and forth with a bit more pressure than usual. I could hear her moans building and rising up and building and building. Her hand clasped to the back of my head and I felt her grasp tighten as her moans came out louder and her legs crossed my back and squeezed around me as she exploded all over my beard and finger. I felt her orgasm from her clit and she started to shake in the chair as she dug her nails into the back of my head and pulled me away.

She sat there shaking and moaning a bit, trying to catch her breath before she was finally able to look at me and she said in a soft sexual voice. "Time for you to get what you deserve" her smile was devious and had mixed meanings. I didn't know what she meant by it because I was torn between an amazing blowjob or getting to enter into that dripping wet pussy of her's.

She decided it meant I get to fuck her, as she got on her knee's stripped my pants and underwear off, caressing my throbbing hard cock with her hands and rubbing her cheek on it for her pleasure. She sat up, walked over to my desk and stuck her ass out towards me and looked back at me.

"Come over here and take your prize" she said as if a school girl begging for it. "You've earned every tight inch, my little sex slave"

I walked over to her and placed my hand on her ass, spread her cheeks just enough to see where I was going, I saw her shimmering wet lips begging for it, I got my cock ready in hand and right before I could feel her lips with my tip, she pushed me away, giggling like a little school girl.

She sat up on the desk and decided that she wanted to see the show instead. I walked over and she dug a heel into my chest as I walked closer. She looked at me and said "I get to guide him in" and took over for me.

She stoked him for a moment and played with him, admiring it was the best I could think of, she then finally let me feel her warmth as she placed my tip right up against her pussy and held it there for a second, waiting and holding onto it feeling the sense of power she had in her hands.

She then pulled my cock up and away and pushed me back from her. She sat up and walked over to me, held me by the back of the neck and whispered into my ear. "Tomorrow night, you'll have whatever you want, and more" she motioned to my desk "meet me at this address and I'll be in room 359 there will be an extra key for you at the desk. I'll see you there at 6pm sharp."

She got up and walked away, leaving me blue balled and staring at her wonderful body as she got dressed and left the building one final time. I got dressed as well and sat in my chair, feeling the warmth she had left for me to feel once she had gone. I felt the need to get up and just go home and finish myself off and cum and get it over with. A phone call changed by mind.

Just as I was closing up shop my phone started going nuts, I answered and it was Sydney, giving me a call and telling me about her day and the fun things she got to do and didn't do and everything else that made her excited that day.

As we came to the end of the call, she told me "Now I know it's been tough these last few days with our busy schedules and all, can you do me a favor if you haven't already?" I told her anything she needed!

"Well I want you to hold off another 3 days before you cum... I want you all to myself when I get home by Sunday and you need to make sure I have what I want because it's been a long time and I deserve to have an amazing treat for dinner when I come home"

I happily agreed to it and finished my walk home. It was now going to be 4 more days till I saw Sydney and I thought, tomorrow I better tell Jessica that I can't and that I have to tell Sydney about what happened and hope that the world doesn't blow up in my face.

-------------------------------------------------

The next day flew by without any real incidents and I had the whole thing planned out and I wanted to just get it over with before the whole hotel incident happened. Only problem was telling Jessica, since she left unexpectedly at noon today and I tried getting a hold of her by all other conventional means, and nothing worked at all. It was like I was calling a wrong number or something and I couldn't get thru or anything like that.

So I made the drive across town to the damn fancy hotel room where I was going to meet Jessica at and I actually decided to show up earlier than anticipated. I was able to get there at 5pm and got my spare key and went into the hotel room and sat down on the bed. I tried calling Sydney, no answer and then I tried calling Jessica, and again no answer.

I laid down on the bed trying to think of things, but ended up feeling very tired and decided to just close my eyes for a minute or two while I waited since I did have an hour before I was supposed to be there anyways. So I got comfortable and closed my eyes.

I awoke to the sounds of scissors, and the cold feeling of steel against my wrists that held me in place. I tried to open my eyes and I couldn't see anything at all. I tried my other hand and it too was chained to the bed, and I quickly realized that I was now chained to the bed and there was no escape. My mind was wondering as fast as it could and I was trying to formulate words and I couldn't come up with anything at all.

I felt naked after the last snip sound of scissors against what was my shirt. I felt the tug of everything against my back being ripped out from underneath me and I felt the cool sheets against my back. I tried to say something but a hand covered my mouth and the extra covered my throat.

"You will be a good silent boy for me today" a familiar voice of Jessica said "and you will only moan for me and tell me when you're going to cum or I promise you that everything that happens here today will be leaked to Sydney, is that understood?" she said with a firm grip on my throat.

I swallowed my pride "Yes Ma'am" I responded with in my best Military response. I relaxed and told myself to start enjoying the ride because it was going to be an interesting one. I could hear an good amount of commotion going on around me and I heard, what sounded like camera's clicking on and multiple ones at that, and I could feel the bed moving the pressure of someone moving closer to me.

I heard and felt the release of one of the handcuffs come off and I felt Jessica shuffle around on me and I instantly recognized that she was naked and about to 69 with me. I felt her ass press against my chest and my hand reached out to touch it and felt her back it up to my face.

"You know how to eat a pussy, go ahead and start" I started just as I was commanded. Thought I decided to hold back from all the flash and flair that I normally did just because of the situation I was in. That's when I felt my mistake, I felt her nails dig into my shaft that was half hard and her teeth puncture into my thighs, "You better do it like you did last night or this night will be a bigger disaster than you could ever imagine" Her sheer violence and force was all I needed to start to enjoy the evening. I instantly got rock solid and I submitted to her in a blind rage I pressed into action giving her exactly what she wanted.

I went to work employing everything I gave her last night, except this time she was playing with me as well, I felt her lips kissing and caressing around my thighs and slowly, and I mean slowly stroking me. I could feel how soft her grip was and how gentle she was with it. I knew only one other person who's grip was just like that. I felt her kissing get closer and closer to the edge of my base. I felt her cheek rub up against my shaft.

Her warm breathe kissed up to the base and then onto the shaft and she slowly worked her way up to the head of my shaft and then she nibbled on the edge of my head and to the tip of my cock, where I know pre cum was bubbling up to the surface. She kissed the tip and got the pre cum all over her lips and I just let out the smallest moan as I was eating her out.

She kissed down the side to my thigh and I felt the bed move again as though someone else was on it and I paused for a moment until I felt the tip of my cock being swallowed and a familiar tongue action swirling around the tip of my cock. I let out the biggest moan I had ever had as I almost had to thrust my cock into her mouth. It was Sydney that had my cock in her mouth, I felt a huge sigh of relief and my body shivered from the pleasure as I felt Sydney moan gently with me in her mouth.

I stopped licking Jessica's pussy and felt her lay her pussy right back onto my mouth, and she started to grind against it, like I wasn't allowed to talk. That's when Sydney decided to say something after licking the rest of the pre cum off my tip as Jessica took over sucking on my stiff hard shaft.

"See I found Jessica about a month ago, and we started talking about your 3way that you always wanted and how fun it would be to tease the hell out of you and for me this has to be the best married present to myself I've ever given us, just watching her destroy you and make you her little slave has been amazing. I think we are going to keep Jessica around for a while."

She took a hold of Jessica's mouth and moved her to the tip of my cock, so she could suck on my balls and focus on my lower shaft. I played it out in my head how it would look as these two beautiful women sucked on my cock and worked on it together. When one would suck the other would stroke or lick or suck on another part of my body, I was in pure bliss till it stopped, but then I felt Sydney and Jessica switch as I begun to eat Sydney out as they switched rolls.

I felt them each take their turns playing with and caressing my cock, licking on it and licking up all the pre cum off of it. I was getting extremely excited, but nothing got me more excited than when Sydney told Jessica to climb onto my cock, and take it for a ride. Sydney sat up and sat a bit forward to give Jessica some riding room,

Jessica glided over my cock a few times, rubbing all her juices over my shaft and mixing everything up on my cock making me about to cum. I felt her slide it in. Inch by super slow inch I felt the tight warmth of this woman finally and it was a velvet pressure of ecstasy. I heard Sydney starting to moan from my tongue and that got Jessica excited, as I heard Jessica moan too. She slowly moved down my cock taking it in inch by inch. It felt like the first time I had sexy with Sydney, she just sat on it all the way down, rubbing her clit taking in the thick cock.

Jessica started to bounce up and down on it as if I was her own toy to play with and started breathing pretty heavily as she was creaming all over me and I felt how slippery my shaft was getting.

"Now Jethro don't forget" Sydney moaned " when she starts to cum, pick up that pace and fuck her like you do me" I felt and heard both women laboring against my pleasure, my tongue working one and the other using my cock as a steel pole to cum against.

I felt the urge to blow a huge load starting to build and kept telling myself that I couldn't let that happen until at least Jessica is done, I was just happy to let Sydney at least orgasm and Jessica cum on my cock. I held back and focused on the tongue and Sydney's pleasure, but Jessica had different plans.

She must've been turned on like never before, because she moaned out just as Sydney did "I'm about to cum" I started thrusting my hips up and into her as hard as I felt I was able to and pumping into her like I knew Sydney would like, they both were moaning and beginning to come when they both cried out in excitement that they were cumming and for me not to stop. I thrust away as my tongue flickered on Sydney's clit as I tried my hardest not to cum inside Jessica.

Jessica's legs tightened her pussy tightened, everything on her seized right up and she seemed to just freeze as I thrust into her giving her exactly what she wanted and I could feel her creamy juices spilling out all over her lips and onto my cock and covering my base and balls in her juices. I heard Sydney getting to the edge as well and felt her body then tighten up and her pussy pulsate as she began to cum on my tongue and she grasped my chest and held on tight as she came on me.

Both women began to slow down and began to settle down from their orgasms, and I could feel the tension between them as they wondered what to do next.

I piped in "Not to be the bearer of bad news, but ladies, I'm about to cum."

Jessica grasped Sydney by what I hoped was the breasts and I could hear them kissing each other, and then I heard Sydney breathlessly say, "Then cum, it's alright to fill up Jessica"

I heard them kissing and caressing each other's bodies, and so with the decent amount of room I had, I started to thrust back into Jessica at my own little pace beginning to feel the first stages of wanting to cum, and then slowing it down, building myself up to cumming deep into her pussy and filling it just as she had instructed me to. I started licking on Sydney's cute little pussy again, though this time I felt Jessica's finger touch my chin as she started to play with Sydney's clit for me and it made it all the hotter to feel and hear as Sydney started moaning again almost instantly and breathing heavily, as she moan out "Oh Jethro... please cum for Jessica"

I would hear Jessica respond with "Be a good boy and fill my pussy up"

The ladies moaned, that with the fact that I had about 4 days' worth of cum and been blue balled twice, made me open up and explode deep within Jessica's tight little pussy. I felt pulse after pulse of cum delivered into her pussy. I held back as long as I could before I let the first 4 or 5 out into her and held my cock deep in her.

After the first pulse of cum hit her, I heard Jessica moan a bit telling me she felt it and Sydney moaned out "What a good boy you are" as I had to stop licking her pussy and moaned as I pulsed deep inter her pussy.

I felt Jessica sit down on my cock afterwards, and just stay there for a second holding me in place as Sydney got off me and took of the blind fold and looked at Jessica. Jessica slid off my cock, and opened her legs and sat in between mine. Sydney looked at my cock, and began to suck on it in thanks and licking up all the cum that was mixed up with Jessica's juices and drinking up every last drop. The after cum blowjob is always amazing, but the watching her transition to Jessica's pussy to drink up the rest of my cum was even better.

I pulled myself up and watched the show as best as I could. I watched Jessica Enjoy her pussy getting eaten and heard Sydney enjoying my cum and Jessica's juices.

I looked at my Sydney's sparkling wet pussy lips and thought about fucking them, but I got ahead of myself on round two, I was still hard, and Jessica wanted more and Sydney wanted to watch more and maybe lick more up. So after a brief relaxing blow job from Sydney, Jessica looked at me and Sydney looked at her, and the blind fold went back on, for round two.

12
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
5 Comments
AnonymousAnonymous3 months ago

How did he not know the applicant was a manager at his local sub shop where he ordered his "Favorite"?

AnonymousAnonymousover 4 years ago
Biggest

Biggest load of crap I have read in a long time.

Hiding_in_PortlandHiding_in_Portlandover 6 years ago
More words needed.

The shift in the power Dynamic was just a little too forced, if you have dragged it out longer I think the change wouldn't have been so jarring and seemingly uncharacteristic for the protagonist.

AnonymousAnonymousover 6 years ago
Could you not come up with a third name?

Jessica is your old secretary and Jessica is your new secretary. Dude, it’s real easy to make up a female name.

AnonymousAnonymousover 6 years ago
Editor!

It doesn't 'flow'. Awkward sentence construction and misspelling mean't stop start and going back lines to try and pick it up again that was just frustrating. Have an Editor look at it and smooth out the bumps.

Share this Story

Similar Stories

Unexpected Threesome Ned unexpectedly hooks up with the girls crewing his yacht.in Group Sex
Bosom Buddies Ch. 01 A nerd befriends the 5 hottest girls in school.in First Time
My Girlfriend's Neglected Mother Hot Mom, hot daughter, is anyone complaining?in Erotic Couplings
Three's Company Wife's friend moves in.in Group Sex
Seduced by Best Friend's Mom Pt. 01 Best friend's mom is an MILF and she seduced me.in Mature
More Stories